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Hotels in Middlesboro

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Choose from 340 Middlesboro Hotel Deals

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (790 reviews)
Perfect stay
"Matthew and his fellow workers went way above expectations to make my stay as perfect as possible. He is an asset to Sleep Inn and I hope they are able to keep him in their employ for as long as he wants."

Reviewed on Oct 14, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
  • 4 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (681 reviews)
"Clean room Great breakfast Staff friendly and helpful"

Reviewed on Sep 28, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (437 reviews)
"Very nice and great value"

Reviewed on Oct 10, 2025

Econo Lodge Middlesboro
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
  • 18 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (106 reviews)
"Place was clean. AC worked good."

Reviewed on Oct 12, 2025

Boone Trail Inn
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,006 reviews)
"Staff were amazing. Everything was very clean. Would certainly stay again."

Reviewed on Oct 9, 2025

Holiday Inn Express Williamsburg by IHG
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (636 reviews)
"Very clean and well maintained. Restaurant very good. Room comfortable. A real gem of a place!"

Reviewed on Oct 17, 2025

Pine Mountain State Resort Park
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
  • 32 min drive from Middlesboro Mall
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,002 reviews)
"Great hospitality. Clean. Everything we needed."

Reviewed on Sep 24, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (741 reviews)
Would stay here again.
"Our stay was for just one night, to break up a long drive. The location near a major highway was very convenient. The staff was friendly and helpful, and the bed was comfortable."

Reviewed on Sep 24, 2025

Super 8 by Wyndham Williamsburg
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (324 reviews)
"The breakfast was great and the parking lot felt safe and had plenty of lighting. Overall a good stay."

Reviewed on Oct 13, 2025

Quality Inn
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

2.5 out of 5
2196 Highway 25E, Tazewell, TN
  • 27 min drive from Middlesboro Mall
Stay at this hotel in Tazewell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions New Tazewell Roadside Park and C.W. Gose Municipal ...
9/10 Wonderful! (33 reviews)
"Clean and spacious rooms. The staff was friendly and helpful. Was able to park within a few feet of our rooms. The room was well stocked with toiletries, towels, etc."

Reviewed on Sep 27, 2025

Imperial Inn by OYO Tazewell
Rodeway Inn

Rodeway Inn

2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.4/10 (222 reviews)
"It is a simple but decent room."

Reviewed on Oct 2, 2025

Rodeway Inn
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (173 reviews)
"best"

Reviewed on Oct 15, 2025

The Olde Mill Inn Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Middlesboro

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Frequently Asked Questions About Middlesboro hotels

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How many hotels are there in Middlesboro?

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